Potassium Carbonate → HCID 58587699, compound

HRID 2251129Notes

Reaction equation

[N:1]1[N:12]2[C:4]([N:5]=[C:6]3[C:10](=[C:11]2[C:13]2[CH:14]=[CH:15][C:16]4[O:20][C:19]([CH2:21][CH2:22]OS(C)(=O)=O)=[CH:18][C:17]=4[CH:28]=2)[CH2:9][CH2:8][CH2:7]3)=[CH:3][CH:2]=1.[CH3:29][N:30]([CH3:36])[C@@H:31]1[CH2:35][CH2:34][NH:33][CH2:32]1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH3:29][N:30]([CH3:36])[C@@H:31]1[CH2:35][CH2:34][N:33]([CH2:22][CH2:21][C:19]2[O:20][C:16]3[CH:15]=[CH:14][C:13]([C:11]4[N:12]5[C:4](=[CH:3][CH:2]=[N:1]5)[N:5]=[C:6]5[C:10]=4[CH2:9][CH2:8][CH2:7]5)=[CH:28][C:17]=3[CH:18]=2)[CH2:32]1

Participants

Conditions

Temperature: 70 °C

Procedure

Methanesulfonic acid 2-[5-(6,7-dihydro-5H-1,4,8a-triaza-s-indacen-8-yl)-benzo-furan-2-yl]-ethyl ester (0.085 mmol) described above was dissolved in acetonitrile (2 ml) followed by addition of 3-(R)-dimethylaminopyrrolidine (0.85 mmol) and potassium carbonate (0.425 mmol) and heated to 70° C. for 24 hours. The reaction was cooled, filtered and concentrated. The residue was purified via preparative HPLC to give 8-{2-[2-(3-(R)-Dimethylamino-pyrrolidin-1-yl)-ethyl]-benzofuran-5-yl}-6,7-dihydro-5H-1,4,8a-triaza-s-indacene.

Workup

temperatureThe reaction was cooled
filtrationfiltered
concentrationconcentrated
customThe residue was purified via preparative HPLC

Sources & evidence

ORD record: ord-a1182537ab8b43cb9f166ed5f18a1cf2
Source dataset: uspto-grants-2008_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07319103B2

Reaction notes

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